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Drayson attended an offworld military academy, but returned home with his education incomplete when his father became ill. He took over his father's shipping business; under his leadership, it became the most successful such business in the Chandrila system. Because of this and his partial Academy education, the Chandrilan government made him the head admiral of the Chandrila Defense Fleet. He reorganized it to run more efficiently, cutting down piracy and smuggling dramatically. It was under his capacity as fleet commander that he came to know SenatorMon Mothma.[1] During the Clone Wars, Drayson was replaced as fleet head by Palpatine-appointed Kohl Seerdon after the passage of Emergency Amendment 121b. At some point in his career, he gained extensive experience serving aboard Star Destroyers, including a professional knowledge of their tractor beam systems.

When Chandrila was brought to heel under the Imperial Starfleet, Drayson was contacted by Mon Mothma, who offered Drayson a role in the military leadership of the new Rebel Alliance as the commanding officer of the Alliance flagship. He accepted.[1]

As the Alliance transitioned into the New Republic, Drayson was made an admiral and placed in command first of the fleet attached to the New Republic Provisional Council,[1] and then of the Coruscant defense fleet. He was tasked with the retrieval of the Katana fleet during the Thrawn campaign. As a military commander, Drayson was considered competent but not very creative, which left him rather outmatched when Grand AdmiralThrawn carried out an elaborate attack against Coruscant. His intense personal loyalty to Mon Mothma also led to some friction with Garm Bel Iblis, as he felt the CorellianGeneral had betrayed Mothma by splitting away from the Rebel Alliance years earlier. Later, Drayson's command experience, strategic mind and extensive contacts made him the ideal candidate for first Director of Alpha Blue, and Mon Mothma appointed him under decree D9020616.